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Featured Cottages in Winchester and around

Idyllic cottage in the heart of the New Forest National Park
Beach
Idyllic cottage in the heart of the New Forest National Park
10.0 out of 10, Exceptional, (200)
"Great house and fab location, loved the cows and horses walking by the front door! Only a quick stroll to the village. Would also recommend the cycle hire shop and great local bike trail to the Deer Sanctuary. Queens Head is a great pub with good food. "
Idyllic cottage in the heart of the New Forest National Park
Tranquility, In grounds of Dower house on large country estate in the Candover's
Exterior
Tranquility, In grounds of Dower house on large country estate in the Candover's
10.0 out of 10, Exceptional, (1)
"A ideal retreat to escape the stress of the modern world. Peter was a wonderful host, he allowed us to bring our dogs along & advised us about walks in the locality. He was available if needed, but otherwise you had complete privacy. "
Tranquility, In grounds of Dower house on large country estate in the Candover's
Hamilton's Studio
Cottage | Interior
Hamilton's Studio
3.5 star property
10.0 out of 10, Exceptional, (1)
"Amazing little find!! We had a brilliant time. Great location. Loved it. "
Hamilton's Studio
Hazelhurst Farm
Cottage, 1 Bedroom (Dormouse) | Terrace/patio
Hazelhurst Farm
4.5 star property
9.6 out of 10, Exceptional, (48)
"Lovely quiet location"
Hazelhurst Farm
An Idyllic, Family- Friendly Cottage On A Private Estate In Burley
Fridge, microwave, oven, stovetop
An Idyllic, Family- Friendly Cottage On A Private Estate In Burley
10.0 out of 10, Exceptional, (54)
"The cottage was fantastic and served us well for an extended family of 17. Well equipped kitchen and facilities and a beautiful setting. Great communication and assistance from the host. We were celebrating a 70th birthday and very much enjoyed our time in the New Forest & Bournemouth."
An Idyllic, Family- Friendly Cottage On A Private Estate In Burley
Tranquil Cottage in this Quiet Corner of The New Forest.
Tranquil Cottage in this Quiet Corner of The New Forest.
9.8 out of 10, Exceptional, (242)
"A lovely break from the hustle and bustle of modern life. A well equipped, beautifully thought through space. Small but perfectly formed! Thank you so much."
Tranquil Cottage in this Quiet Corner of The New Forest.
Pinewood Cottage Deluxe Self Catering Apartments
Family Suite, Ensuite, Garden View | Lounge
Pinewood Cottage Deluxe Self Catering Apartments
3.0 star property
9.0 out of 10, Wonderful, (14)
"Weekend away very cosy very comfortable and id stay again if available next time..All you need in one good sized cottage. "
Pinewood Cottage Deluxe Self Catering Apartments
An ideal family getaway to enjoy nature
Property grounds
An ideal family getaway to enjoy nature
9.8 out of 10, Exceptional, (53)
"We really loved staying at this house. It’s in the perfect location, stepping out straight into the woods. We spotted 4 deer at sunset on one day, and came across many of the wild horses that roam around in the area. Several great walks in nearby woods too. We recommend visiting the Raptor Centre nearby too. The house was perfect for us. Everything you could need. It was clean & tidy. We really appreciated the bottle of Prosecco & a lovely chocolate cake! Anne greeted us and came to say goodbye...
An ideal family getaway to enjoy nature
Stonehenge Cottages
Luxury Suite, Ensuite | Private kitchen
Stonehenge Cottages
5.0 star property
9.8 out of 10, Exceptional, (101)
"This place is the best we have stayed at in UK. It is not only beautiful and comfortable but the innkeepers have thought of every possible thing. Great bath, nice kitchen, great bed and towels. I appreciated how green the paper goods and soaps are. Great place"
The price is €206
includes taxes & fees
6 Oct - 7 Oct
Stonehenge Cottages
Cosy Luxury Cabin in the heart of the New Forest National Park
Smart TV, fireplace, books
Cosy Luxury Cabin in the heart of the New Forest National Park
10.0 out of 10, Exceptional, (16)
"Quiet, comfortable will go back in the future."
Cosy Luxury Cabin in the heart of the New Forest National Park
New Forest Cottage, charming & full of character in the heart of The New Forest
Fridge, microwave, oven, stovetop
New Forest Cottage, charming & full of character in the heart of The New Forest
10.0 out of 10, Exceptional, (60)
"We (a family of four) spent a fantastic holiday in this charming cottage, and it was everything we hoped for. Both the cottage itself and the garden were ideal, with all the amenities we needed for a most enjoyable stay. The location was ideal for exploring nearby trails and the local pub! Overall, it was a great experience, and we would certainly return!"
New Forest Cottage, charming & full of character in the heart of The New Forest
The Little Granary
Cottage | Interior
The Little Granary
3.0 star property
9.0 out of 10, Wonderful, (2)
"Good communication in advance of arrival, though more clarity on parking may have helped. Unit next to ours had a very loud barking dog which woke us up on a Sunday at 7am unfortunately… and triggered our dog to bark. The walls are quite thin for noise to travel in/out. Aside from that, it was a really great studio with all one would need! It is on a working farm but whilst that means potential activity outside the door, it also means great green-space and farm animals to enjoy as well!!"
The Little Granary
Riverside Cottage - A cosy home near Winchester
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils
Riverside Cottage - A cosy home near Winchester
9.6 out of 10, Exceptional, (24)
"A really lovely little cottage, lovely neighbours, we hope to stay again , thank you"
Riverside Cottage - A cosy home near Winchester
Meadow Cottage
Cottage, Private Bathroom | Miscellaneous
Meadow Cottage
4.0 star property
10.0 out of 10, Exceptional, (3)
"Amazing property, beautifully styled. It felt very welcoming and there were lots of extra little touches that made the stay more special. The breakfast basket was awesome!! Highly recommend the Old Mill Pub too, which is within walking distance. Thank you for a great stay. "
The price is €236
includes taxes & fees
30 Sept - 1 Oct
Meadow Cottage
Cozy traditional cottage with parking and garden
Property grounds
Cozy traditional cottage with parking and garden
9.8 out of 10, Exceptional, (10)
"Quiet location ideal for Ryde Property manager from home from home didn’t reply to my voicemails . Could do better"
Cozy traditional cottage with parking and garden
Charming Kintbury Cottage with lovely open fire-place & home cinema
Outdoor dining
Charming Kintbury Cottage with lovely open fire-place & home cinema
9.0 out of 10, Wonderful, (2)
"Exactly as stated on ad! A real home from home. Lovely and clean. Well equipped for longer stays. Comfy beds. Communication with owner was spot on. Would definitely use again if in the area."
Charming Kintbury Cottage with lovely open fire-place & home cinema
Hartley Wintney - Charming Cottage in Village/ Wood Burning Stove/ Parking/ Wifi
Fridge, microwave, oven, stovetop
Hartley Wintney - Charming Cottage in Village/ Wood Burning Stove/ Parking/ Wifi
9.8 out of 10, Exceptional, (25)
"A lovely cottage very well presented. Matthew was really helpful and we enjoyed sitting in the garden with a barbecue and glass of wine in the warm evening sunshine after a day at the races. The low ceilings took a little getting used to but added to the quirkiness and atmosphere of the cottage. The downstairs shower we shared was excellent with plenty of hot water for everyone. The dishwasher was a big plus. Space for hanging clothes would have been appreciated in the garden room which was a...
Hartley Wintney - Charming Cottage in Village/ Wood Burning Stove/ Parking/ Wifi
4 bedroom accommodation in Lymington
TV, fireplace
4 bedroom accommodation in Lymington
10.0 out of 10, Exceptional, (9)
"We really enjoyed our stay at the Bothy. Great size cottage, lots of nice places to relax. Host were friendly and super quick to reply. No hesitation in recommending. Many thanks for having us!"
4 bedroom accommodation in Lymington
Charming Hilltop Cottage with Panoramic Views
Fridge, microwave, oven, cookware/dishes/utensils
Charming Hilltop Cottage with Panoramic Views
10.0 out of 10, Exceptional, (1)
"The cottage was a lovely old building. Well equipped. The road noise was a bit loud as the windows had gaps but overall a good stay."
Charming Hilltop Cottage with Panoramic Views
Pears Grove - Southbourne - a family house that sleeps 6 guests in 3 bedrooms
Fridge, microwave, oven, dishwasher
Pears Grove - Southbourne - a family house that sleeps 6 guests in 3 bedrooms
8.8 out of 10, Excellent, (6)
"We had an amazing time!!! The property is lovely, modern and spacious. The neighbors were friendly. The management staff were extremely helpful with our major medical need. A million thanks for helping us fulfill a dream for our son (attending Goodwood Festival of Speed)."
Pears Grove - Southbourne - a family house that sleeps 6 guests in 3 bedrooms
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Winchester

Two Bare Feet
Flat-screen TV
Two Bare Feet
3.5 star property
9.4 out of 10, Exceptional, (38)
"The shared living area was great with eggs Milk bread tea freshly ground coffee with a French press.... Lovely. BUT... the floors are wooden and look great, when late night guests come in with high heels on orceatlybtisers make microwaved scrambled eggs be prepared to be woken as sound proofing isn't great. The room we stayed in, the little house is very small, my advise is to move or get rid of the TV as in its current position it's no more than a radio. The stairs are very hard to negotiate as...
The price is €117
includes taxes & fees
10 Oct - 11 Oct
Two Bare Feet
room2 Southampton Hometel
Front of property
room2 Southampton Hometel
4.0 star property
9.4 out of 10, Exceptional, (886)
"We stayed here the day after an all night flight before a cruise the following day. There was no bell service and the halls are carpeted and nearly impossible to drag luggage across. The rooms were unique and the bed was great. You can hear the neighboring rooms but fortunately we had quiet neighbors. The coffee shop/cafe was nice in atmosphere and the food was good too. Staff was helpful in arranging a cab for us. We found a good restaurant for dinner within walking distance. Cute little...
The price is €107
includes taxes & fees
20 Oct - 21 Oct
room2 Southampton Hometel
Peartree Serviced Apartments
Studio, 1 Queen Bed | Private kitchen
Peartree Serviced Apartments
3.5 star property
9.6 out of 10, Exceptional, (242)
"Comfortable studio apartment. Convenient laundry facility. Walking distance to several restaurants. Not too far to walk to some attractions, such as the cathedral."
The price is €129
includes taxes & fees
27 Oct - 28 Oct
Peartree Serviced Apartments
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do cottages in Winchester cost?
Prices for cottages in Winchester range between €206 and €236 per night. Whatever your budget, you’re sure to find the perfect place to get reacquainted with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cottages in Winchester?
A guest favourite is Hang Your Hat - The Cottage. Cosy up at this 4-star stay which comes with a terrace and a furnished patio. Cardew House Cottage is another popular option worth looking into. Spend your holiday at this 3.5-star cottage and make the most of amenities such as a deep soaking bathtub and individually decorated rooms. There are multiple cottages in Winchester with a total average guest review rating of 9.5.
How many cottages are there in Winchester?
Stay in touch with nature in one of the 464 cottages located in Winchester. To help you reserve a property that’s right for you, use our handy filters to search for amenities or perks you need.
Why book your cottage in Winchester with Expedia?
We think that a holiday should be stress-free, so if you’re seeking cottages in Winchester at an affordable price, Expedia delivers. Save those pennies and choose a cheap option far away from the downtown buzz, or splurge on an upscale cottage to treat your loved ones.
How can I find cheap cottages in Winchester?
Expedia is here to help you track down cheap cottages in Winchester. To find your perfect stay in just a few clicks, simply use our convenient filter tool to refine your search results by amenities, budget and star rating.
What is there to do in Winchester near my cottage?
There are tons of impressive things to sink your teeth into in Winchester. Explore renowned attractions like Winchester Cathedral, Marwell Zoo and Winchester Science Centre and Planetarium. Great Hall, Theatre Royal Winchester and Westgate Museum are also visitor favourites.